Affiliate Marketing & Side Hustles on the Doug.Show

Doug Cunnington, PMP
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Sep 1, 2025 • 1h 20min

Pivoting After Selling Niche Sites for $50k - Dave Fox - DS580

I talked to Dave Fox about his recent projects after selling his sites for about $50,000 a few years ago. Successes, failures, funny stories, and guitars — we talk about it all! Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction & Guest Background 01:18 Dave’s Music Journey 02:51 Selling Niche Sites in 2021 05:29 Exploring AI and SEO 16:10 Computer Repair Business Venture 30:43 Redbubble Adventures and Copyright Issues 43:41 The Viral Jesus Meme on Redbubble 44:58 Exploring Niche Markets on Etsy 45:50 Challenges of Defensible Products 46:43 Experimenting with Political Merchandise 47:59 The Realities of Landscaping Work 51:04 Pricing Strategies for Landscaping Jobs 54:08 Dealing with Difficult Clients 01:02:15 Seasonal Work and Diversifying Income 01:05:50 Cold Calling and Client Management 01:09:58 Passion Projects and Music 01:18:58 Final Thoughts
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Aug 25, 2025 • 1h 3min

When to Quit on Projects or Blog - Lauren Hunter - DS579

I talk to Lauren about when to quit on projects and move on… Lauren Hunter is a faith-focused entrepreneur passionate about helping creative visionaries bring their ideas to life. She offers author services, book and life coaching, freelance writing, and musician services. Links: https://laurenhunter.net (author/music blog) https://hspjourney.com https://earnitsaveit.com (might sell it) Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi   00:00 Introduction and Welcome 00:18 Lauren Hunter’s Background and Initial Discussion 02:08 When to Quit a Project 05:00 Lauren’s PR Journey and Blog Creation 10:04 Selling the Blog and Transition 14:14 Starting a New Niche Blog 19:13 Challenges and Strategies in Niche Blogging 21:11 Advice for Aspiring Bloggers and Podcasters 25:43 Social Media and Time Management 31:54 Evaluating Efforts and Reducing Stress 33:02 Signs of Burnout and Seeking Encouragement 33:34 Quick Wins and the Plateau Effect 36:11 Streamlining and Simplifying Workflows 37:07 Deciding to Quit, Pivot, or Maintain 39:20 The Value of Simplification and Streamlining 43:36 The Emotional Attachment to Projects 48:06 Financial Considerations and Simplifying Strategies 53:15 Concluding Thoughts and Future Plans
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Aug 18, 2025 • 23min

How to earn $500/month? I'm not sure... DS 578

A listener asked for help on his sites and what he should do to earn $500/month.   Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi
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Aug 4, 2025 • 32min

Copyright Claims, New Music, Beer - DS576

I jammed with my friend Tyler for new intro music, dealt with a Shutterstock copyright claim, and reviewed Wonderful Things beer from Four Noses Brewery. I also discussed feedback on calling out scammers and shared updates on my upcoming national parks trip. Stay tuned for thoughts on future podcast directions. Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: feedback@doug.show 00:00 Welcome to the DougShow 00:19 Doug’s Jam Session and New Intro Music 01:48 Beer Review: Wonderful Things by Four Noses 04:24 Copyright Claim on Intro Music 07:41 Calling Out Scammers and Influencers 14:58 Upcoming Trip to National Parks 21:55 Future of the Doug Show and Listener Feedback 30:25 Conclusion and Outro
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Jul 28, 2025 • 24min

Should I Call Out the Scammers? DS575 | Doug.Show

I got a huge response from people about calling out the shady people in the make money online space. But I’m not sure if I’ll do it… And I don’t recommend shutterstock dot com…they filed a Content ID claim on YouTube for a song I paid for 6 years ago. Silly!   Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: feedback@doug.show
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Jul 21, 2025 • 30min

Do Affiliate Links Work Anymore - DS574

Explore the evolving world of affiliate links and their effectiveness in today's market. Delve into the challenges of starting a side hustle amidst rising competition and the impact of AI-generated content on niche sites. Discover strategies to boost engagement on platforms like YouTube, including optimizing titles and the value of live streaming. The discussion also touches on the art of selling affiliate products while maintaining authenticity and connection with your audience.
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Jul 14, 2025 • 20min

How to Innovate - DS573

I dive into innovation in online business, inspired by a video about REI and product innovation. Then, I discuss the future of my podcast and share some of the analytics. Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 00:00 Intro 01:35 Innovation in Retail and Business 04:57 The Blue Chip Guitar Pick Story 08:44 Applying Innovation to Online Business 10:56 Podcast Analytics and Reflections 15:07 Challenges and Future of the Podcast 19:06 Conclusion and Listener Engagement
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Jul 7, 2025 • 56min

High-Ticket Sales Funnels [Sonora Guitar Intensive] DS572

I ramble about Sonora Guitar Intensive sales funnel and my experience with high-ticket music mentorship programs. And highlights on adjusting my podcast setup.
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Jun 30, 2025 • 52min

Would you podcast for free? DS571

I complain about Descript, gush over my new pre-amp (JHS Colourbox v2), and eventually talk about my podcasting dilemma. I have a couple other mini updates too. Sponsored by Cloudways Hosting! Please check out Cloudways for your hosting solutions. Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate for both, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613
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Jun 23, 2025 • 43min

Print on Demand Giftables on Etsy and other updates - DS570

I talk about Print on Demand, Etsy, and things I’m obsessed with. Giftlab (by Emily Odio-Sutton) Check out MDD Hosting *I’m an affiliate, so I get a commission if you sign up!

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